Highly Efficient and Stereoselective Thioallylation of Alkynes: Possible Gold Redox Catalysis with No Need for a Strong Oxidant
alkynes, gold redox catalysis, sulfonium cations, thioallylation, vinyl gold intermediates
Digital Object Identifier (DOI)
Stereoselective thioallylation of alkynes under possible gold redox catalysis was accomplished with high efficiency (as low as 0.1 % catalyst loading, up to 99 % yield) and broad substrate scope (various alkynes, inter- and intramolecular fashion). The gold(I) catalyst acts as both a π-acid for alkyne activation and a redox catalyst for AuI/III coupling, whereas the sulfonium cation generated in situ functions as a mild oxidant. This novel methodology provides an exciting system for gold redox catalysis without the need for a strong oxidant.
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Citation / Publisher Attribution
Angewandte Chemie International Edition English, v. 57, issue 23, p. 6915-6920
Scholar Commons Citation
Wang, Jin; Zhang, Shuyao; Wojtas, Lukasz; Shi, Xiaodong; Xu, Chang; Chen, Hao; and Akhmedov, Novruz G., "Highly Efficient and Stereoselective Thioallylation of Alkynes: Possible Gold Redox Catalysis with No Need for a Strong Oxidant" (2018). Chemistry Faculty Publications. 79.